N-{3-[7-(2-Methoxy-4-morpholin-4-yl-phenylamino)-4-oxo-4H-1,3a,6,8,9-pentaaza-cyclopenta[b]naphthalen-9-yl]-phenyl}-acrylamide

ID: ALA4474541

PubChem CID: 72198929

Max Phase: Preclinical

Molecular Formula: C28H26N8O4

Molecular Weight: 538.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cccc(-n2c3nc(Nc4ccc(N5CCOCC5)cc4OC)ncc3c(=O)n3ccnc23)c1

Standard InChI:  InChI=1S/C28H26N8O4/c1-3-24(37)31-18-5-4-6-20(15-18)36-25-21(26(38)35-10-9-29-28(35)36)17-30-27(33-25)32-22-8-7-19(16-23(22)39-2)34-11-13-40-14-12-34/h3-10,15-17H,1,11-14H2,2H3,(H,31,37)(H,30,32,33)

Standard InChI Key:  OYWBIGVTDCEUEF-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4474541

   N-[3-[12-(2-methoxy-4-morpholin-4-ylanilino)-8-oxo-2,4,7,11,13-pentazatricyclo[7.4.0.03,7]trideca-1(13),3,5,9,11-pentaen-2-yl]phenyl]prop-2-enamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 538.57

Molecular Weight (Monoisotopic): 538.2077

AlogP: 3.14

#Rotatable Bonds: 7

Polar Surface Area: 127.91

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.20

CX Basic pKa: 2.34

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.30

Np Likeness Score: -1.62

References

1. Song Z, Ge Y, Wang C, Huang S, Shu X, Liu K, Zhou Y, Ma X..  (2016)  Challenges and Perspectives on the Development of Small-Molecule EGFR Inhibitors against T790M-Mediated Resistance in Non-Small-Cell Lung Cancer.,  59  (14): [PMID:26882288] [10.1021/acs.jmedchem.5b00840]

Source

Source(1):

• Scientific Literature